Vree T B
J Pharm Sci. 1977 Oct;66(10):1444-50. doi: 10.1002/jps.2600661025.
The mechanism of fragmentation of cannabinoids to fragments m/e 314, 299, 271, 258, 246, 243, and 231 is given. Cannabidiol cannabinoidiol, cannabinol, delta6- and delta1-tetrahydrocannabinol, cannabichromene, cannabicyclol, derivatives with pentyl, propyl, and methyl side chains, their methyl ethers, and cis-trans and ortho-para isomers were analyzed by GLC-mass spectrometry using different energies for fragmentation during GLC elution. The following mechanism was distinguished: loss of a methyl radical, ring closure and rotation, McLafferty rearrangement, retro Diels-Alder, internal protonation, isomerization and internal bond formation, and one-step fragmentation to m/e 231.
给出了大麻素裂解为质荷比为314、299、271、258、246、243和231的碎片的机制。对大麻二酚、大麻二醇、大麻酚、δ6-和δ1-四氢大麻酚、大麻色烯、大麻二环醇、具有戊基、丙基和甲基侧链的衍生物、它们的甲基醚以及顺反异构体和邻对异构体，采用气相色谱-质谱联用技术，在气相色谱洗脱过程中使用不同能量进行裂解分析。区分出了以下机制：甲基自由基的损失、环闭合和旋转、麦克拉弗蒂重排、逆狄尔斯-阿尔德反应、内部质子化、异构化和内部键形成，以及一步裂解为质荷比231的碎片。
